- Preparation of 1-substituted-5-[(2-oxo-2-phenyl)ethyl]imidazoles
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New high yield preparation methods were developed for the pharmaceutically interesting compounds, 1-benzyl-, 1-methyl-, and 1H-5-[(2- oxo-2-phenyl)ethyl]imidazoles 1a-c, respectively. The title compounds were synthesized by four different methods using various starting materials. Two of the methods involved transformation reactions of the key intermediates, 1- substituted-5-[(2-nitro-2-phenyl)ethenyl]imidazoles 2a-c and 1-substituted-5- [(2-nitro-2-phenyl)ethyl]imidazoles 3a-c, while the other two utilized the oxidation of 1-substituted-5-[(2-hydroxy-2-phenyl)ethyl]imidazoles 4a-c, with chromic oxide, and the umpolung reaction of benzaldehyde followed by a condensation reaction of the umpolung intermediate with imidazolecarboxaldehydes 6a-c.
- Aulaskari, Paula,Ahlgren, Markku,Vainiotalo, Pirjo,Pohjala, Esko
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- Aminosilylation of aldehydes mediated by lithium perchlorate: Novel method for synthesis of α-silylamines
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α-Silylated N,N-dialkylamines 7a-k were easily synthesized in good to excellent yields from aldehydes 1, (trimethylsilyl)dialkylamines 2, and phenyldimethylsilyllithium 4, diphenylmethylsilyllithium 5, or triphenylsilyllithium 6, in concentrated ethereal
- Naimi-Jamal, Reza,Mojtahedi, Mohammad M.,Ipaktschi, Junes,Saldi, Mohammad R.
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p. 3709 - 3711
(2007/10/03)
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- The reaction of arylaldehydes with hexamethylphosphorous triamide and the use of the resulting products for the synthesis of enamines and deoxybenzoins
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The reaction between the arylaldehydes 1a,b and hexamethylphosphorous triamide 2 leads to the [aryl(dimethylamino)methyl]phosphonic bis(dimethylamides) 3a,b. These can be easily deprotonated by butyllithium in 1,2-dimethoxyethane and condensed with arylaldehydes to afford enamines 4a-f or deoxybenzoins 5a-f in fair to good yield.
- Babudri,Fiandanese,Musio,Naso,Sciavovelli,Scilimati
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p. 225 - 228
(2007/10/02)
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